211

Watermill, NY Homes for Rent

Section Image Section Image
  • /26

    $35,000 per month

    • 4 Beds
    • 3.5 Baths
    • House for Rent

    4 Scrimshaw Dr, Southampton, NY 11968

    Chic and Stunning and 2022 renovation complete! Spend your Summer in one of the Hamptons most popular rentasl. This stylish and light filled home includes 3 levels of finished space, with privacy and also room to gather as a group. Complete with heated gunite pool, an expansive and beautifully landscaped property, tennis and private beach. Centrally located between the Villages of Southampton

    Agent Photo

    Deborah Pirro

    Daniel Gale Sothebys Intl Rlty

    (631) 612-6591

    4 Scrimshaw Dr, Southampton, NY 11968
  • /23

    $25,000 per month

    • 3 Beds
    • 4 Baths
    • 1,620 Sq Ft
    • House for Rent

    42 Towd Point Rd, Southampton, NY 11968

    Stunning Waterfront Retreat with Panoramic Views & Dock AccessWake up to breathtaking water views from every window in this beautifully appointed North Sea Harbor home. Soak in spectacular sunsets to the west from the expansive deck or set off on a paddleboard from the shared dock just steps from your door.This bright and airy home features 3 spacious bedrooms and 4 full baths,

    Agent Photo

    Dianne Tupper

    Douglas Elliman Real Estate

    (631) 825-8052

    42 Towd Point Rd, Southampton, NY 11968
  • /37

    $17,500 per month

    • 4 Beds
    • 4.5 Baths
    • 2,591 Sq Ft
    • Townhouse for Rent

    8 Magnolia Dr Unit 2A, Water Mill, NY 11976

    BE THE FIRST TO RENT-WATERMILL CROSSING - NEW LUXURY TOWNHOMESEverything brand new! Be the first to enjoy! An exciting new community in the heart of Water Mill offering the ultimate in luxury and convenience. Watermill Crossing provides village living with full services and amenities in homes inspired by quintessential Hamptons architecture. Materials and finish's of the highest quality are a

    Agent Photo

    William Wolff

    Douglas Elliman Real Estate

    (631) 438-8455

    8 Magnolia Dr Unit 2A, Water Mill, NY 11976
  • /30

    $30,000 per month

    • 3 Beds
    • 2 Baths
    • 1,100 Sq Ft
    • House for Rent

    80 Towd Point Rd, Southampton, NY 11968

    Welcome to 80 Towd Point Rd., Southampton! Imagine yourself relaxing on the deck with family and friends, experiencing a serene east end sunset... every night. On picturesque North Sea Harbor with your own dock to fish, kayak, swim or boat. Beautiful 3 bedroom, 2 bath, Eat in Kitchen with stainless appliances, living room, dining room looking out to the harbor, cac, washer/dryer. Escape to

    Agent Photo

    Dianne Tupper

    Douglas Elliman Real Estate

    (631) 801-7588

    80 Towd Point Rd, Southampton, NY 11968
  • /22

    $40,000 per month

    • 4 Beds
    • 4.5 Baths
    • 3,190 Sq Ft
    • House for Rent

    1557 Millstone Rd, Sag Harbor, NY 11963

    This privately located home is waiting for you to come and enjoy! Just minutes away from the Village of Sag Harbor, restaurants and the bay beaches, this home features 4 bedrooms, 4.5 baths with an open concept. The main floor offers a primary bedroom with primary bath, a beautiful kitchen, dining and living room, as well as a family room with a fireplace and a powder room. The second floor

    Agent Photo

    Deborah Pirro

    Daniel Gale Sothebys Intl Rlty

    (631) 641-7868

    1557 Millstone Rd, Sag Harbor, NY 11963
  • /21

    $30,000 per month

    • 3 Beds
    • 2 Baths
    • 2,568 Sq Ft
    • House for Rent

    31 Widener Ln, Southampton, NY 11968

    Introducing a beautifully updated 3 bed, 2 bath home, quietly nestled on .45 acres. This residence features a spacious living room perfect for relaxation, a modern, well-equipped kitchen, a cozy den/bonus room for added versatility, and brand new baths. The home also includes a beautiful sunroom that opens up to the backyard, where you'll find spacious patio areas, pool with a brand-new liner,

    Agent Photo

    Kelly DiJorio

    Daniel Gale Sothebys Intl Rlty

    (631) 814-2484

    31 Widener Ln, Southampton, NY 11968
  • /34

    $150,000 per month

    • 7 Beds
    • 9 Baths
    • House for Rent

    43 Ocean Rd, Bridgehampton, NY 11932

    Escape to a storybook August and beyond in the heart of Bridgehampton Village, where coastal charm meets elegant living on iconic Ocean Road. Just steps from your favorite morning Starbucks and the warmth of local cafés and restaurants, this exquisite 8,000 sq ft 7+ bedroom estate by the Farrell Companies sits on nearly 1.5 gated acres-offering a rare blend of privacy, luxury, and walkable

    43 Ocean Rd, Bridgehampton, NY 11932
  • /20

    $125,000 per month

    • 6 Beds
    • 6.5 Baths
    • 5,000 Sq Ft
    • House for Rent

    29 Bittersweet Ln, Sag Harbor, NY 11963

    NEW TO MARKET. ENDLESS WATERFRONT VISTAS & ICONIC SUNSETS. Water views from almost every room! This sprawling home has it all. Open concept floor plan perfect for entertaining. Main floor features larger than life eat in kitchen, sun room, sunken living room, open concept living and dining, powder, laundry, extra large primary suite with walk in closet and XL en suite bathroom. 2nd floor features

    Matthew Melinger Brown Harris Stevens Hamptons

    29 Bittersweet Ln, Sag Harbor, NY 11963
  • /16

    $60,000 per month

    • 5 Beds
    • 5 Baths
    • House for Rent

    880 Lumber Ln, Bridgehampton, NY 11932

    Enjoy summer in the coveted Bridgehampton north seclusion at this beautiful 5 bedroom property nestled on 2 acres. Moments to town and just a little further to ocean beaches this property offers it all for perfect summer enjoyment. Looking to rent this summer? Look no further! [[Rental Registration # RP240797]]

    880 Lumber Ln, Bridgehampton, NY 11932
  • /22

    $33,000 per month

    • 3 Beds
    • 2.5 Baths
    • 1,844 Sq Ft
    • House for Rent

    6 Randall Rd, Southampton, NY 11968

    Discover the ultimate Hamptons getaway at this beautifully maintained cedar shake cottage located at 6 Randall Road in North Sea, one of the area's most coveted hamlets. This stunning 3-bedroom, 2.5-bath vacation rental offers the perfect mix of comfort, style, and privacy-ideal for both short-term and long-term stays. The home features an open-concept living space filled with natural light, with

    Kathleen OConnor Daniel Gale Sothebys Intl Rlty

    6 Randall Rd, Southampton, NY 11968
  • /29

    $55,000 per month

    • 4 Beds
    • 3 Baths
    • House for Rent

    79 Hildreth Ln, Bridgehampton, NY 11932

    Bridgehampton Classic set on a lush half-acre with beautiful southern exposure. Spacious open floor plan with living room and dining room ideal for entertaining. The den is an optional guest bedroom with soaring double-height ceilings, a private bath and french doors that open onto a custom cedar deck. Island kitchen with abundant sunlight, custom marble counters, and stainless steel

    79 Hildreth Ln, Bridgehampton, NY 11932
  • /29

    $6,500 per month

    • 3 Beds
    • 2.5 Baths
    • 1,668 Sq Ft
    • House for Rent

    37 Glenview Dr, Southampton, NY 11968

    Welcome to Your Year-Round Sanctuary in SouthamptonDiscover the perfect blend of modern comfort and classic Hamptons charm in this beautifully updated year-round rental at 37 Glenview Drive. Located on a quiet street, this home offers a tranquil retreat just minutes from the vibrant energy of Southampton Village.Step inside to a bright, open floor plan designed for effortless

    Elizabeth Cordova Alata Douglas Elliman Real Estate

    37 Glenview Dr, Southampton, NY 11968
  • /15

    $78,000 per month

    • 4 Beds
    • 3 Baths
    • House for Rent

    108 Hillcrest Ave, Southampton, NY 11968

    Escape to this beautifully renovated home, ideally located in the picturesque Village of Southampton. Whether you're looking for a seasonal retreat or a year-round haven, 108 Hillcrest Avenue offers a blend of modern comfort, classic charm, and Hamptons living. CONVENIENT VILLAGE LOCATION - Nestled just minutes from Southampton's vibrant Main Street, you'll have effortless access to

    108 Hillcrest Ave, Southampton, NY 11968
  • /37

    $25,000 per month

    • 4 Beds
    • 3 Baths
    • House for Rent

    286 Towd Point Rd, Southampton, NY 11968

    Welcome to your tranquil summer haven. Where hiking, biking, kayaking, fishing and stunning water views await. Immerse yourself in the sounds of nature. Just in time for summer. Available now till December 1st completely remodeled new kitchen and bathroom. This home boasts 4 beds and 3 full bathrooms one being a primary suite. Ductless AC Units in all bedrooms and living space and water views

    Linda Jolly Douglas Elliman Real Estate

    286 Towd Point Rd, Southampton, NY 11968
  • /23

    $20,000 per month

    • 4 Beds
    • 4 Baths
    • House for Rent

    205B Windmill Ln, Southampton, NY 11968

    Located in a private hilltop setting in the heart of Southampton Village, this fully renovated traditional offers 4 bedrooms and 4 baths. Upon entering one has an immediate line of sight, through an expanse of six sliding glass doors, to the beautiful backyard setting with bluestone patio and gunite solar-heated pool, surrounded by 15' tall arborvitae. The main levels offers a marble gourmet

    205B Windmill Ln, Southampton, NY 11968
  • /36

    $25,000 per month

    • 4 Beds
    • 2.5 Baths
    • 2,345 Sq Ft
    • House for Rent

    101 Sebonac Inlet Rd, Southampton, NY 11968

    This home is a unique and appealing property that will make your summer unforgettable! This charming home showcases four spacious bedrooms and three well-appointed bathrooms, designed with comfort and style in mind. Step inside and be greeted by the expansive living room, complete with a wood-burning stove that adds a cozy touch. The home features an additional sunroom, a perfect spot to unwind

    Viviana Smith Douglas Elliman Real Estate

    101 Sebonac Inlet Rd, Southampton, NY 11968
  • /20

    $36,000 per month

    • 3 Beds
    • 3 Baths
    • House for Rent

    29 Meadows E, Bridgehampton, NY 11932

    This Bridgehampton home is a perfect summer rental with a heated gunite pool, located next to the Channings Vineyards. It is conveniently situated between Bridgehampton and Sag Harbor villages in the heart of horse country. The house is close to town and to the beach. The home features three bedrooms, two-and-a-half bathrooms, a chef's kitchen with high-end appliances, central air and a wood

    29 Meadows E, Bridgehampton, NY 11932
  • /39

    $175,000 per month

    • 8 Beds
    • 7.5 Baths
    • 8,000 Sq Ft
    • House for Rent

    780 Sagg Rd, Sagaponack, NY 11962

    Welcome to your luxurious retreat in Sagaponack, where tranquility meets sophistication. This newly built, eight-bedroom, seven-bath home is a testament to modern elegance, boasting high-end finishes and designer furnishings throughout. Situated on nearly 3 acres of lush vibrant landscaping, privacy abounds in this sanctuary, offering a serene escape from the hustle and bustle of everyday life.

    Maida Srdanovic Compass Greater NY LLC

    780 Sagg Rd, Sagaponack, NY 11962
  • /20

    $150,000 per month

    • 4 Beds
    • 3 Baths
    • House for Rent

    169 Bridies Path, Southampton, NY 11968

    Enjoy your summer at this bright and airy 4 bedroom, 3-bathroom contemporary home. This home is located in one of Water Mills most quiet and peaceful neighborhoods. Located on a cul- de- sac with a flag lot. It offers a terrific outdoor area with many different places to relax and work on your tan or there are several awnings and umbrellas to hide yourself from the sun, enjoy the heated pool and

    169 Bridies Path, Southampton, NY 11968
  • /31

    $100,000 per month

    • 5 Beds
    • 6.5 Baths
    • 4,500 Sq Ft
    • House for Rent

    2 Fall Ct, Southampton, NY 11968

    Sensational in SouthamptonEnjoy living in this stunning home with all the Hamptons Charm. The double-high living room creates a bright and welcoming atmosphere as soon as you enter the home. There is an oversized custom gourmet kitchen with a large Island, Wolf, Bosch and Sub-Zero appliances, and a breakfast area, an oversized great room with flat screen TV along with a formal dining room. The 5

    Toni Asch Douglas Elliman Real Estate

    2 Fall Ct, Southampton, NY 11968
  • /20

    $35,000 per month

    • 4 Beds
    • 3 Baths
    • House for Rent

    24 Shadyrest Dr, Sag Harbor, NY 11963

    New to the rental market, this recently refurbished home is Hampton's living at its finest. Roomy 4 bedrooms and 3 baths provide ample space to spread out and enjoy all this home has to offer. Open floor plan with amazing natural lighting creates a cozy living space. Newly renovated professional kitchen with french doors leading to the vast outdoor space is fabulous. Step outside and relax in

    24 Shadyrest Dr, Sag Harbor, NY 11963
  • /25

    $28,000 per month

    • 3 Beds
    • 2.5 Baths
    • 1,630 Sq Ft
    • Condo for Rent

    50 Hubbard Ln Unit 117, Southampton, NY 11968

    Welcome to your perfect summer sanctuary in the heart of Southampton Commons. This fully renovated corner unit is ideally located just steps from the pool, hot tub, gym and tennis courts, offering resort-style living at its finest. With 3 spacious bedrooms and 2.5 baths, this beautifully appointed condo features a sun-filled living room with a cozy fireplace, an elevated dining area for stylish

    Enzo Morabito Douglas Elliman Real Estate

    50 Hubbard Ln Unit 117, Southampton, NY 11968
  • /13

    $12,000 per month

    • 4 Beds
    • 2 Baths
    • House for Rent

    4 Breezy Dr, Sag Harbor, NY 11963

    Newly renovated, 4 Breezy Drive on a quiet street in Sag Harbor, only 5 minutes from the village. Close to Long Beach and Serene Green Farm stand, this newly renovated mid-century modern features an open layout kitchen, dining, living area, and a sunken conversation nook with fireplace. Four bedrooms, two bathrooms, central air conditioning, BBQ. [[Rental Registration # RP170607]]

    4 Breezy Dr, Sag Harbor, NY 11963
  • /37

    $90,000 per month

    • 5 Beds
    • 5.5 Baths
    • 3,667 Sq Ft
    • House for Rent

    182 Church Ln, East Hampton, NY 11937

    BRIDGEHAMPTON SOUTHEnter this magnificent mature 2.5 acre estate and marvel at the extraordinary park-like landscape. This elegant 5 bedroom, 5 1/2 bath restored barn offers all modern amenities, maintaining a European flare. The kitchen is fabulous, leading out to a beautiful Gunite pool and special matching pool house. There are few properties that compare to the splendor of this one.

    Elizabeth Phenis Brown Harris Stevens Hamptons

    182 Church Ln, East Hampton, NY 11937
  • /20

    $6,000 per month

    • 2 Beds
    • 1 Bath
    • House for Rent

    26 Cooper St, Southampton, NY 11968

    In the heart of Southampton Village, an original 1930s cottage, a short distance to restaurants and shops, near ocean beaches - with a fabulous 45' pool. Mid-century interior renovations provide an open floor plan of the kitchen, dining room, and living room with French doors, 2 cozy bedrooms, and a bath with an updated walk-in shower. Bedrooms sleep 4 with an additional queen-size convertible

    26 Cooper St, Southampton, NY 11968
  • /22

    $40,000 per month

    • 3 Beds
    • 2 Baths
    • 1,820 Sq Ft
    • House for Rent

    108 Merchants Path, Sagaponack, NY 11962

    Stylish Sagaponack Summer RentalCrisp and clean as a freshly starched and ironed white shirt! Sitting on over one very private acre in the highly desirable neighborhood of Sagaponack, less than 10 minutes to the ocean (and only 2 minutes to Wolffer's!) is this renowned Interior Designer's own immaculate recently renovated (looks like new construction) contemporary home with cathedral ceilings,

    Will Metzger Douglas Elliman Real Estate

    108 Merchants Path, Sagaponack, NY 11962
  • /18

    $40,000 per month

    • 3 Beds
    • 4 Baths
    • House for Rent

    55 Hildreth Ln, Bridgehampton, NY 11932

    Light, bright and breezy, this Bridgehampton vacation house offers three bedrooms, two brand new modern baths and gorgeous renovated kitchen. Featuring both privacy and convenience, the home contains a light and bright cathedral ceiling great room opening onto a south-facing deck overlooking a lushly landscaped yard with heated pool and bluestone surround. The principle bedroom also opens

    55 Hildreth Ln, Bridgehampton, NY 11932
  • /20

    $60,000 per month

    • 4 Beds
    • 3 Baths
    • 2,739 Sq Ft
    • House for Rent

    72 Bishops Ln, Southampton, NY 11968

    Chic Southampton Village Retreat with Pool Spend your summer in style at this beautifully appointed 4-bedroom, 3-bath home located in the heart of Southampton Village. Just minutes from world-class beaches, dining, and shopping, this home offers the perfect blend of charm, comfort, and convenience. Enter inside to an airy, sunlit interior featuring spacious living areas and a fully equipped

    Angelina Orlando Corcoran

    72 Bishops Ln, Southampton, NY 11968
  • /20

    $32,000 per month

    • 3 Beds
    • 4 Baths
    • House for Rent

    53 Windward Way, Southampton, NY 11968

    Welcome to this exquisitely renovated 1,200 SF home in the picturesque Village of Southampton. This charming residence, updated in 2022, offers 3 bedrooms and 3.5 baths, including a newly added powder room in 2024. Upon entry, you're greeted by a spacious living room that seamlessly integrates with the kitchen and dining area, creating an open-concept living space. Elegant white oak flooring runs

    53 Windward Way, Southampton, NY 11968
  • /20

    $350,000 per month

    • 6 Beds
    • 8.5 Baths
    • 10,000 Sq Ft
    • House for Rent

    Unlisted Address

    Southampton oceanfront ESTATE with all the amenities the Hamptons can OfferBeach, pool, basketball, tennis, bocce courtRooftop Terrace, Cabana, Outdoor barbecue, Steam room, Gym, Koi pond, saltwater pool with waterfalls, Beautiful entertainment amenities. Sun, surf, wind, tranquil, exquisite.

    Ron Moschetta RE/MAX Beach West

    Unlisted Address
  • /20

    $100,000 per month

    • 6 Beds
    • 8 Baths
    • House for Rent

    201 Roses Grove Rd, Water Mill, NY 11976

    This 5000 square foot shingled home on 1.4 acres has 5 generous ensuite bedrooms including a knockout second floor master with an outdoor shower on the 500 square foot mahogany deck. Great back yard with bluestone encased gunite pool, full finished basement, and two car garage. The main floor has a second primary suite, chef's eat-in kitchen, exquisite moldings, and three light-filled

    201 Roses Grove Rd, Water Mill, NY 11976
  • /45

    $68,000 per month

    • 4 Beds
    • 4 Baths
    • 3,000 Sq Ft
    • House for Rent

    4 Carriage Ln, Southampton, NY 11968

    Southampton Village! Completely redesigned and newly rebuilt home sits on an expansive .3 acre with spectacular views. This summer retreat has everything you're looking for in Southampton Village. 1 Mile from Main Street, 2 miles to the beach, located in a private cut de sac in the Dunes of Southampton. This coastal chic home features almost 3000 square feet of interior living space plus an

    Patti Pascullo Douglas Elliman Real Estate

    4 Carriage Ln, Southampton, NY 11968
  • /20

    $110,000 per month

    • 5 Beds
    • 6 Baths
    • House for Rent

    5 Artist Colony Ln, Southampton, NY 11968

    This home features 5 bedrooms, 5 and one half baths, formal dining room, living room, formal gourmet kitchen, a recreation room, and a sunroom. The master bedroom has walk-in closets and limestone tiled bath w/jacuzzi & steam shower. The formal kitchen has beautiful cabinets & top-of-line appliances including 2 dishwashers, 2 refrigerators, plus a large butler's pantry and a breakfast area.

    5 Artist Colony Ln, Southampton, NY 11968
  • /30

    $6,500 per month

    • 3 Beds
    • 2 Baths
    • 3,448 Sq Ft
    • House for Rent

    59 Wiltshire St, Southampton, NY 11968

    Experience the magic Southampton Village has to offer in this charming Hamptons Designer Retreat. Just minutes from world-class dining, shopping, and some of the most beautiful beaches in the world, Enjoy your vacation in this light-filled three-bedroom, two-bath home, located less than a mile from Southampton Village shops. Nestled in the charming enclave of Southampton Village,

    Elizabeth Cordova Alata Douglas Elliman Real Estate

    59 Wiltshire St, Southampton, NY 11968
  • /20

    $180,000 per month

    • 4 Beds
    • 5 Baths
    • House for Rent

    144 Coopers Farm Rd, Southampton, NY 11968

    A great location in the heart of Southampton Village, close to shopping and restaurants on Main Street and a quick bike ride to the beach This four bedroom and three bath home offers a superb yard with heated gunite pool and outdoor shower to add to your summer fun. Upstairs bonus room with gym and home theatre. Fine furnishings in classic Hampton style.

    144 Coopers Farm Rd, Southampton, NY 11968
  • /20

    $25,000 per month

    • 3 Beds
    • 2 Baths
    • 1,550 Sq Ft
    • House for Rent

    37 Noyac Harbor Rd, Sag Harbor, NY 11963

    Sag Harbor Summer RentalSummer Wonderland in the Hamptons, Waterfront Home with dock. Bring your own small boat, jet ski, kayak. Canal to a private beach on Clam Island, adjacent Elizabeth Morton Park and Jessup's Neck. Access to Noyac Bay, Peconic Bay, Shelter Island, Sag Harbor and more. No need to have a watercraft to enjoy this lovely home 3-bedroom, 2 full baths with large eat-in kitchen,

    Lynn Romer Deeg Brown Harris Stevens Hamptons

    37 Noyac Harbor Rd, Sag Harbor, NY 11963
  • /20

    $50,000 per month

    • 10 Beds
    • 12 Baths
    • House for Rent

    41 Halsey Ln S, Water Mill, NY 11976

    A magnificent, new 3-acre estate has just become available for rent for various time frames during Summer 2024, as well as year round. Anchored by a James Michael Howard design, 12,000 SF+/-, 10 bedroom residence, the sprawling estate overlooks Water Mill's bucolic farm fields and the broad waters of Mecox Bay. The journey begins as you enter the grand foyer with inlaid marble patterned floors.

    41 Halsey Ln S, Water Mill, NY 11976
  • /15

    $30,000 per month

    • 5 Beds
    • 3 Baths
    • 2,500 Sq Ft
    • House for Rent

    101 Noyac Path, Water Mill, NY 11976

    Beautifully renovated 5-bedroom, 3-bath home just 1.5 miles from Water Mill Village, close to beaches, restaurants, and shops. Bright open-concept living area with high ceilings, a gas fireplace, and glass sliders leading to a landscaped backyard with a heated kidney-shaped pool and expansive deck. The modern kitchen features top-of-the-line appliances, and the first-floor primary en-suite

    Lorraine Russo Lorenc Signature Premier Properties

    101 Noyac Path, Water Mill, NY 11976
  • /20

    $18,000 per month

    • 3 Beds
    • 1 Bath
    • House for Rent

    64 Towd Point Rd, Southampton, NY 11968

    Waterfront 1920's cottage! Launch your kayak or paddleboard from your own backyard slip facing Conscience Point Reserve while herons, swans, and other shorebirds glide by. Master bedroom with private deck overlooks this sparkling cove of Peconic Bay. Guest bedroom with queen bed and additional queen sleeper sofa. Eat-in country kitchen and TV room too! The boathouse is a bonus for waterside

    64 Towd Point Rd, Southampton, NY 11968
  • /14

    $45,000 per month

    • 4 Beds
    • 6 Baths
    • 2,850 Sq Ft
    • House for Rent

    110 Montauk Hwy, Water Mill, NY 11976

    House is available for monthly and yearly rentals. August 2025 is already rented. Short term rentals (2 weeks) are sometimes accommodated.

    Garett Goldberg Elegran LLC

    110 Montauk Hwy, Water Mill, NY 11976

Showing Results 1 - 40, Page 1 of 6

How to Rent a Home